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Issue 3, 1997
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Furan-fused 3-sulfolene as a novel building block: intermolecularDiels–Alder reactions of4H,6H-thieno[3,4-c]furan 5,5-dioxide

Takayoshi Suzuki,  Kan Kubomura  and  Hiroaki Takayama 

Abstract

A furan-fused 3-sulfolene 4H,6H-thieno[3,4-c]furan 5,5-dioxide 1, can be used as a bis-diene, reacting sequentially with a variety of dienophiles to construct four types of skeleton, depending on the dienophile and the reaction conditions. The 3-sulfolene moiety of the furansulfolene not only functions as the s-cis-diene part in Diels–Alder reactions, but also extends the range of the Diels–Alder reactions of the furan moiety with various dienophiles through its desulfonylation to form the s-cis-diene.

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Article type: Paper
DOI: 10.1039/A604600B
Citation: J. Chem. Soc., Perkin Trans. 1, 1997,0, 251-256
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    Furan-fused 3-sulfolene as a novel building block: intermolecular Diels–Alder reactions of 4H,6H-thieno[3,4-c]furan 5,5-dioxide

    T. Suzuki, K. Kubomura and H. Takayama, J. Chem. Soc., Perkin Trans. 1, 1997, 0, 251
    DOI: 10.1039/A604600B

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